Cobalt Complexes as Antiviral and Antibacterial Agents

Pharmaceuticals - Tập 3 Số 6 - Trang 1711-1728
Eddie L. Chang1, Christa Simmers2, D. Andrew Knight3
1Center for Bio/Molecular Science and Engineering, Naval Research Laboratory, 4555 Overlook Avenue S.W., Washington, DC 20375, USA. [email protected].
2Chemistry Department, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA. [email protected].
3Chemistry Department, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA. [email protected].

Tóm tắt

Metal ion complexes are playing an increasing role in the development of antimicrobials. We review here the antimicrobial properties of cobalt coordination complexes in oxidation state 3+. In addition to reviewing the cobalt complexes containing polydentate donor ligands, we also focus on the antimicrobial activity of the homoleptic [Co(NH3)6]3+ ion.

Từ khóa


Tài liệu tham khảo

Merchant, 1998, Gold, the noble metal and the paradoxes of its toxicology, Biologicals, 26, 49, 10.1006/biol.1997.0123

Rosenberg, 1978, Platinum complexes for the treatment of cancer, Interdiscipl. Sci. Rev., 3, 134, 10.1179/030801878791926119

Sadler, 1984, The biological chemistry of gold, Struct. Bond., 29, 171, 10.1007/BFb0116521

Cowan, J.A. (1997). Inorganic Biochemistry, Wiley-VCH. [2nd].

Clark, M.J.E. (1989). Ruthenium and Other Metal Complexes in Cancer Chemotherapy, Springer-Verlag.

Bertini, I., Gray, H.B., Stiefel, E.I., and Valentine, J.S. (2007). Biological Inorganic Chemistry: Structure and Reactivity, University Science Books.

Kobayashi, 1999, Cobalt proteins, Eur. J. Biochem., 261, 1, 10.1046/j.1432-1327.1999.00186.x

Hatchikian, 1981, A cobalt porphyrin containing protein reducible by hydrogenase isolated from Desulfovibrio desulfuricans (Norway), Biochem. Biophys. Res. Commun., 103, 521, 10.1016/0006-291X(81)90483-6

Asbell, 1998, Efficacy of cobalt chelates in the rabbit eye model for epithelial herpetic keratitis, Cornea, 17, 550, 10.1097/00003226-199809000-00014

Takeuchi, 1999, Inhibition of thermolysin and human alpha-thrombin by cobalt(III) Schiff base complexes, Bioorg. Med. Chem., 7, 815, 10.1016/S0968-0896(98)00272-7

Schwartz, 2001, Herpes simplex virus type 1 entry is inhibited by the cobalt chelate complex CTC-96, J. Virol., 75, 4117, 10.1128/JVI.75.9.4117-4128.2001

Epstein, 2006, Efficacy of topical cobalt chelate CTC-96 against adenovirus in a cell culture model and against adenovirus keratoconjunctivitis in a rabbit model, BMC Opthalmol., 6, 22, 10.1186/1471-2415-6-22

Takeuchi, 1997, Spectroscopy and electrochemistry of cobalt (III) Schiff base complexes, Inorg. Chem., 36, 2498, 10.1021/ic961146v

Available online:http://www.redoxpharm.com.

Louie, 1998, A cobalt complex that selectively disrupts the structure and function of zinc fingers, Proc. Natl. Acad. Sci. USA, 95, 6663, 10.1073/pnas.95.12.6663

Wooley, 1992, The influence of superoxide scavenging compound CTC-23 on type II collagen-induced arthritis in mice, Agents Actions, 35, 273, 10.1007/BF01997511

Gessner, 1985, Structural basis for stabilization of Z-DNA by cobalt hexaammine and magnesium cations, Biochemistry, 24, 237, 10.1021/bi00323a001

Delehanty, 2008, Antiviral properties of cobalt(III)-complexes, Bioorg. Med. Chem., 16, 830, 10.1016/j.bmc.2007.10.022

Hazuda, 1997, Differential divalent cation requirements uncouple the assembly and catalytic reactions of human immunodeficiency virus type 1 integrase, J. Virol., 71, 7005, 10.1128/jvi.71.9.7005-7011.1997

Hawthorne, 1965, Carbametallic boron hydride derivatives. I. Apparent analogs of ferrocene and ferricinium ion, J. Am. Chem. Soc., 87, 1818, 10.1021/ja01086a053

Brynda, 2005, From nonpeptide toward noncarbon protease inhibitors: Metallacarboranes as specific and potent inhibitors of HIV protease, Proc. Natl. Acad. Sci. USA, 102, 15394, 10.1073/pnas.0507577102

Brynda, 2009, Design of HIV protease inhibitors based on inorganic polyhedral metallacarboranes, J. Med. Chem., 52, 7132, 10.1021/jm9011388

Kaya, 2008, Synthesis, spectral, thermal and biological studies of Co(III) and binuclear Ni(II) complexes with a novel amine-imine-oxime ligand, Russ. J. Gen. Chem., 78, 1808, 10.1134/S1070363208090260

Canpolat, 2004, Synthesis, characterization of some Co(III) complexes with vic-dioxime ligands and their antimicrobial properties, Turk. J. Chem., 28, 235

2005, Synthesis, antimicrobial activity and molecular modeling of cobalt and nickel complexes containing the bulky ligand: bis[N-(2,6-diisopropylphenyl)-imino]acenaphthene, Eur. J. Med. Chem., 40, 1214, 10.1016/j.ejmech.2005.06.009

Kumar, 2008, Synthesis, micellar properties, DNA binding and antimicrobial studies of some surfactant-cobalt(III) complexes, Biophys. Chem., 136, 136, 10.1016/j.bpc.2008.05.007

Nagababu, 2006, Studies on antimicrobial activity of cobalt(III) ethylenediamine complexes, Can. J. Microbiol., 52, 1247, 10.1139/w06-087

Tripathi, 2008, Synthesis, spectroscopic and structural characterization of trivalent chromium, manganese, iron and cobalt complexes with Schiff bases derived from o-vanillin, Pol. J. Chem., 82, 523

Murukan, 2006, Studies on some trivalent transition metal complexes with a bishydrazone, J. Saudi Chem. Soc., 10, 261

Murukan, 2007, Synthesis, characterization and antibacterial properties of some trivalent metal complexes with [(2-hydroxy-1-naphthaldehyde)-3-isatin]-bishydrazone, J. Enzyme Inhib. Med. Chem., 22, 65, 10.1080/14756360601027373

Hamurcu, 2008, Cr(III), Fe(III) and Co(III) complexes of tetradentate (ONNO) Schiff base ligands: Synthesis, characterization, properties and biological activity, Spectrochim. Acta, 70A, 634

Awadallah, 1988, Synthesis and biocidal activity studies on solid complexes of iron(II,III), cobalt(II,III) and nickel(II) with violuric acid and dinitrosoresorcinol, J. Indian Chem. Soc., 65, 532

Poyraz, 2008, Synthesis, crystal structure and biological activity of 1-(1H-benzimidazol-2-yl)-ethanone thiosemicarbazone and its cobalt complex, Polyhedron, 27, 2091, 10.1016/j.poly.2008.03.030

Sharma, 2006, Synthesis and characterization of trivalent chromium, manganese, iron and cobalt complexes with Schiff bases derived from 4-amino-5-mercapto-1,2,4-triazoles, Indian J. Chem., 45A, 1368

Sharma, 2008, Synthesis, magnetic and spectral studies of chromium(III), manganese(III), iron(III) and cobalt(III) complexes of thiosemicarbazones derived from benzil α-monoxime and unsubstituted/substituted thiosemicarbazides as biological agents, J. Coord. Chem., 61, 178, 10.1080/00958970701318426

2006, Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex, J. Inorg. Biochem., 100, 1568, 10.1016/j.jinorgbio.2006.05.009

Hamurcu, 2008, The synthesis, characterization and antimicrobial activity of 1,3-bis(2-thiophenecarboxamido)propane and 1,3-bis(2-furancarboxamido)propane and their Cu(II), Zn(II), Co(III) complexes, Transition Met. Chem., 33, 137, 10.1007/s11243-007-9028-9

Singh, 2001, Synthesis, characterization and biological activity of the complexes of manganese(III), cobalt(III), nickel(II), copper(II) and zinc(II) with salicylaldehyde thiobenzhydrazone, Indian J. Chem., 40A, 1064

Singh, 2002, Synthesis, characterization, and biological studies on some bivalent and trivalent transition metal complexes of N-benzoyl-N'-thiobenzhydrazide, Synth. React. Inorg. Met.-Org. Chem., 32, 1743, 10.1081/SIM-120016462

Bacchi, 2009, Synthesis, characterization and biological activity evaluation of Pt(II), Pd(II), Co(III) and Ni(II) complexes with N-heteroaromatic selenosemicarbazones, Inorg. Chim. Acta, 362, 3813, 10.1016/j.ica.2009.04.047

Navaneetha, 2007, Study of the spectroscopic characteristics of methyl (ligand) cobaloximes and their antibacterial activity, J. Chem. Sci., 119, 29, 10.1007/s12039-007-0005-9

Keegan, 2008, A systematic comparison of the actual, potential, and theoretical health effects of cobalt and chromium exposures from industry and surgical implants, Crit. Revs. Toxicology, 38, 645, 10.1080/10408440701845534

Barceloux, 1999, Cobalt, Clin. Toxicol., 37, 201

Ramakrishnan, 2003, Near-atomic resolution crystal structure of an A-DNA decamer d(CCCGATCGGG): Cobalt hexammine interaction with A-DNA, Acta Cryst., D59, 67

Matulis, 2000, Thermodynamics of DNA binding and condensation: Isothermal titration calorimetry and electrostatic mechanism, J. Mol. Biol., 296, 1053, 10.1006/jmbi.1999.3470

Naura, 2009, Toxic effects of hexaammine cobalt(III) chloride on liver and kidney in mice: Implication of oxidative stress, Drug Chem. Toxicol., 32, 293, 10.1080/01480540902882234

Kalns, J. Brooks AFB, Texas, USA. Personal communication.

Mishra, 2008, Synthesis, characterization and antibacterial activity of cobalt(III) complexes with pyridine-amide ligands, Eur. J. Med. Chem., 43, 2189, 10.1016/j.ejmech.2007.08.015